Synthesis 2013; 45(22): 3147-3150
DOI: 10.1055/s-0033-1339712
paper
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Synthesis of α-Aminophosphonate Esters by the Addition of Dialkyl Phosphites to tert-Butanesulfinyl Imines

Hasan A. Khan
Department of Chemistry, Yale University, New Haven, CT 06520, USA   eMail: jonathan.ellman@yale.edu
,
Jonathan A. Ellman*
Department of Chemistry, Yale University, New Haven, CT 06520, USA   eMail: jonathan.ellman@yale.edu
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Publikationsverlauf

Received: 13. Juli 2013

Accepted after revision: 13. August 2013

Publikationsdatum:
06. September 2013 (online)


Abstract

The KHMDS-mediated addition of dialkyl phosphites to N-tert-butanesulfinyl aldimines and ketimines proceeds in uniformly high yields and diastereoselectivities and thereby enables the rapid and general asymmetric synthesis of α-aminophosphonate esters.

Supporting Information